(+/-)-2-acetoxymethylhexahelicene | 1380650-23-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (+/-)-2-acetoxymethylhexahelicene
• 英文别名: Hexahelicen-2-ylmethyl acetate
• CAS: 1380650-23-6
• 化学式: C₂₉H₂₀O₂
• 分子量: 400.477
• InChiKey: NBFCBROSMIXYLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-2-acetoxymethylhexahelicene 在 potassium hydroxide 作用下， 以98%的产率得到[6]helicene-2-ylmethanol
  参考文献：
  名称：

  Synthesis and characterization of a new hexacyclic helicene

  摘要：

  A new helically chiral hexacyclic system, bearing an acetoxymethyl group, was prepared from a simple naphthalene building block in good yield and purity, via a four-step sequence involving palladium-catalysed Heck couplings and oxidative photocyclizations. Suitable crystals of the latter indicate that its conformation closely resembles that of unsubstituted [6]helicene, whose idealized symmetry is C-2. The optical properties of the hexacyclic helicene were investigated and show interesting behaviour. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.014
• 作为产物：
  描述：

  [4-[(E)-2-benzo[c]phenanthren-2-ylethenyl]phenyl]methyl acetate 在 碘 、 methyloxirane 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以88%的产率得到(+/-)-2-acetoxymethylhexahelicene
  参考文献：
  名称：

  Synthesis and characterization of a new hexacyclic helicene

  摘要：

  A new helically chiral hexacyclic system, bearing an acetoxymethyl group, was prepared from a simple naphthalene building block in good yield and purity, via a four-step sequence involving palladium-catalysed Heck couplings and oxidative photocyclizations. Suitable crystals of the latter indicate that its conformation closely resembles that of unsubstituted [6]helicene, whose idealized symmetry is C-2. The optical properties of the hexacyclic helicene were investigated and show interesting behaviour. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.014